HCID 23322735, compound → HCID 23322734, compound

HRID 279842Notes

Reaction equation

HRID 279842 reaction equation
[NH2:1][CH:2]1[CH2:10][CH2:9][CH2:8][CH2:7][CH2:6][CH2:5][N:4]([CH:11]([C:13]([OH:15])=[O:14])[CH3:12])[C:3]1=[O:16].S(Cl)(Cl)=O.[CH2:21](O)[CH3:22].S(Cl)(Cl)=O.[CH2:28]([OH:35])[C:29]1[CH:34]=[CH:33][CH:32]=[CH:31][CH:30]=1>>[NH2:1][CH:2]1[CH2:10][CH2:9][CH2:8][CH2:7][CH2:6][CH2:5][N:4]([CH:11]([C:13]([O:15][CH2:21][CH3:22])=[O:14])[CH3:12])[C:3]1=[O:16].[NH2:1][CH:2]1[CH2:10][CH2:9][CH2:8][CH2:7][CH2:6][CH2:5][N:4]([CH:11]([C:13]([O:35][CH2:28][C:29]2[CH:34]=[CH:33][CH:32]=[CH:31][CH:30]=2)=[O:14])[CH3:12])[C:3]1=[O:16]

Participants

5

Reactant 3

HCID 23322735HCID 23322735, compoundHCID 23322736HCID 23322736, compoundHCID 86740771HCID 86740771, compound

Product 2

HCID 23322734HCID 23322734, compoundHCID 23322739HCID 23322739, compound

Procedure

Reaction of 3-amino-1-(1-carboxyethyl)- perhydroazonin-2-one (Isomer A, Example 2) with thionyl chloride-ethanol or thionyl chloride-benzyl alcohol followed by concentration and liberation of the free amino ester affords 3-amino-1-(1-ethoxycarbonylethyl)perhydroazonin-2-one and 3-amino-1-(1-benzyloxycarbonylethyl)perhydroazonin-2-one, respectively.

Workup

  1. concentrationfollowed by concentration and liberation of the free amino ester

Sources & evidence

ORD record
ord-93546cc8f7c347c9b882ca00c1b36901
Source dataset
uspto-grants-1986_05
Patent number
US04587238

Reaction notes

Loading…